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In the historic railroad district, walking distance to all the best of Ashland!

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Heritage Home - front view
Outdoor dining
Front porch - seating for 8
Everybody's favorite spot!
Outdoor dining

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8144.0 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space
  • Air conditioning

Explore the area

Map
Ashland, OR
  • Oregon Shakespeare Festival
    ‪7 min walk‬
  • Lithia Park
    ‪7 min walk‬
  • Southern Oregon University
    ‪17 min walk‬
  • Ashland, OR (AHM-Sumner Parker Field)
    ‪9 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

In the historic railroad district, walking distance to all the best of Ashland!

COVID-19 PANDEMIC - please call direct for information on cleaning protocols and further information on cancelation policies 541-821-8925 - cell
Welcome to The Heritage Suite at Second Street Cottages!
(Permit#:06-01959)
The Heritage Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival theaters, delightful shops, and unique restaurants.

It is one of two separate suites at Second Street Cottages: a turn-of-the-century home now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor spaces.

The Heritage Suite:
- 4 bedrooms, 3 full bathrooms (sleeps up to 8 people)
Consisting of:
* Two bedrooms with private baths and queen beds, and
* Two bedrooms with twin beds and a shared bath
- Living room, dining area
- Large, fully-equipped kitchen
- Oversized front porch and patio

The Heritage Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air/heat.

The Heritage Suite has its own private entrance, an oversized front porch with table and chairs (seats 6) for outdoor dining – as well as casual sitting area for enjoying coffee, drinks, or just relaxing.

Please note there are security cameras on the exterior of the property.

Life is uncertain - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.

Second Street Cottages also has a charming 2 bedroom/2 full bathroom unit: The Garden Suite. It can be seen at VRBO listing # 737950. Although the two suites are independent units, they can be rented together at the same time (depending upon availability). Please call for availability of a one night reservation. We are happy to accommodate if possible.

Property manager

Sugar Mejia
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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Front of main house on Second Street

Railroad District, steps to downtown, everything you need to enjoy Ashland!

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, (136 reviews)
Railroad District, steps to downtown, everything you need to enjoy Ashland!

House Rules

Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Fees and charges are established based on occupancy. Additional charges will apply for any additional guests staying at the property (incl. children).
Absolutely no smoking/vaping or burning of incense or candles on the property and no pets allowed other than service animals. Strict policy -thanks!
We cannot be responsible for unused rooms due to unforeseen events. We recommend that you purchase Trip Insurance for your own protection.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Ashland

Located in Ashland, this holiday home is in the city centre. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit ScienceWorks Hands-On Museum and The RRRink. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 5 min walk - 0.5 km
  • Allen Elizabethan Theatre - 6 min walk - 0.5 km
  • Oregon Shakespeare Festival - 7 min walk - 0.6 km
  • Lithia Park - 7 min walk - 0.6 km
  • Southern Oregon University - 17 min walk - 1.5 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 21 min drive

Restaurants

  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Case Coffee Roasters - ‬6 min walk
  • ‪Larks Home Kitchen Cuisine - ‬4 min walk
  • ‪Pony Espresso - ‬3 min walk
  • ‪Oregon Cabaret Theatre - ‬5 min walk

Frequently asked questions

Is In the historic railroad district, walking distance to all the best of Ashland! pet-friendly?

No, pets are not allowed at this property.

What time is check-out at In the historic railroad district, walking distance to all the best of Ashland!?

Checkout is at 11:00 AM.

Where is In the historic railroad district, walking distance to all the best of Ashland! located?

Located in Historic Railroad District, this holiday home is within a 10-minute walk of Ashland Library, Oregon Cabaret Theatre and Allen Elizabethan Theatre. Angus Bowmer Theatre and Thomas Theatre are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 168 out of 176 reviews
Rating 8 - Good. 8 out of 176 reviews
Rating 6 - Okay. 0 out of 176 reviews
Rating 4 - Poor. 0 out of 176 reviews
Rating 2 - Terrible. 0 out of 176 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Darleen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great overall for an enjoyable retreat

Lovely old-fashioned cottage for friends to share
Stayed 4 nights in Sep 2024

10/10 Excellent

Jerry S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house and location

We have been here many times. Enjoy its location, layout, cleanliness and the wonderful owner.
Stayed 4 nights in Sep 2024

10/10 Excellent

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect stay.

Very charming cottage within walking distance of shows, shops and places to eat. Very clean and comfortable. A perfect stay in Ashland.
Stayed 3 nights in Jun 2024

10/10 Excellent

Linda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

Great lodging. Great host. Great location within walking distance to theaters.
Stayed 5 nights in Aug 2024

10/10 Excellent

jill t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nothing better in Ashland

This small cozy house was perfect for our group over the Thanksgiving Holiday. Great kitchen with every item we needed. Cannot beat the location. We will be back.
Stayed 4 nights in Nov 2024

10/10 Excellent

nancy d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A pleasure to return to stay

We are repeat visitors to this property. It's clean, comfortable, in a great location, and the manager is very helpful.
Stayed 2 nights in May 2024

10/10 Excellent

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home

We have stayed at this property for years and it feels like a home away from home.
Stayed 4 nights in Jul 2024

10/10 Excellent

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation 2

Good place to stay.
Stayed 4 nights in Jul 2023

10/10 Excellent

Linda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland Stay

It's our home away from home!
Stayed 4 nights in May 2023

10/10 Excellent

Susie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location

We came to Ashland to attend a family wedding. We especially appreciated the location of the cottage as it’s very walkable to shopping and restaurants. Lovely.
Stayed 4 nights in Aug 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Nanci K.

Best of Ashland

We've been staying here for over 10 years and absolutely love it!
Stayed 2 nights in May 2017

10/10 Excellent

La N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a great stay!

We had a great stay! Sugar was an awesome host. She was very responsive - and gave great recs too! The location is perfect - within walking distance to everything. The house itself is charming. Highly recommend.
Stayed 3 nights in Sep 2024

10/10 Excellent

Brent B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable Cottage, Great location

Adorable cottage in an adorable town. Cottage had all we (4 adults) needed and was within a half mile of theaters and restaurants. We particularly enjoyed the front porch in the quiet neighborhood. Kitchen was very well equipped - thanks for the snacks and candy! I highly recommend this property and we hope to return soon.
Stayed 7 nights in Oct 2024

10/10 Excellent

Fred G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental house for going to OSF

Very clean home located close to co-op and the OSF theaters. Living room is a great area for guests to sit and share experiences.
Stayed 4 nights in Jul 2024

10/10 Excellent

Fred G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay

Lovely property very convenient to theaters, restaurants and Lithia park. Owner was very helpful. We definitely want to come and stay here again.
Stayed 3 nights in Sep 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Richard B.

Good location and comfortable living space.

We really like the neighborhood feeling and the easy walk to every place.
Stayed 4 nights in Aug 2016

10/10 Excellent

Olivia K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

We loved staying here. Great location near OSF and the shops and restaurants downtown. Appreciated the porch lights welcoming us home after the late shows, ice cream in hand.
Stayed 4 nights in Jul 2023

10/10 Excellent

Linda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual visit to 2nd St. Cottages

We love this house. The plays were great this year and the house is so close to the theaters.
Stayed 5 nights in Jun 2024

10/10 Excellent

Chris S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love the porch

This is the 2nd time we have stayed here for our family reunion in Ashland. It is a very comfortable home. The dining space is a little small for 7 but the front porch is so comfortable we used it often.
Stayed 3 nights in Sep 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Darleen H.

Charming, clean and great location

This was our third visit to the 2nd Street Cottages, and we will hopefully return again. A perfect place for a girls getaway.
Stayed 3 nights in May 2017

10/10 Excellent

Mary Ann R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location, lovely home

Cozy, well-equipped cottage has everything you need and is steps away from shops, restaurants and bars. We thoroughly enjoyed it.
Stayed 2 nights in Sep 2023

10/10 Excellent

Mildred T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely hime great locstion

The home was lovelyandSugar was very responsive to all my questions.It was great to be able to walk to plays and we appreciated the restaurant recommendations
Stayed 2 nights in Jun 2024

10/10 Excellent

Kathleen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our new favorite place to stay in Ashland.

We spent 5 nights here with friends and family. Everything was as advertised and we even lucked out with the weather. We saw five plays and they were all fantastic. Incredible production value and top notch talent. Everyone should come back to Ashland!
Stayed 5 nights in Aug 2024

10/10 Excellent

Gwendolyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shakespeare would have approved

Decided on a house for our annual Shakespeare weekend this year . We enjoyed the house so much we shopped and ate all meals there to better enjoy each other
Stayed 2 nights in Sep 2024

10/10 Excellent

Ann R.

Cosy cottage in Ashland

Well supplied charming cottage walking distance to all Ashland theatres and shops and restaurants.
Stayed 2 nights in May 2019

About the host

Hosted by Sugar Mejia

Host profile image
I look forward to welcoming you to beautiful Rogue Valley and especially to Ashland. I have lived in small towns, big cities and in several different parts of the country -- Ashland is the best of all! Small town charm with big city sophistication, world-class theatre, restaurants, shopping and a backdrop of magnificent mountains and beauty everywhere virtually all year round!

Why they chose this property

Second Street Cottages is ideally located if you are looking forward to enjoying short walks to wonderful restaurants, world-class theatre, fabulous shopping, unique art, great coffee houses, exciting nightlife, tasting rooms, Lithia Park and more (all within one to three blocks of the house). Described as a “year-round paradise” Ashland draws visitors from around the world during all of its magnificent four seasons. This location is the perfect "home base" -- 90 minutes to Crater Lake (one of the “Natural Wonders of the World”); nearby Britt Festival brings renowned music and entertainment and over 200 wineries and micro-brew establishments in the region. Within minutes of downtown Ashland there is world class white water rafting, kayaking and fishing, mountain biking, hiking, birding, golfing, skiing, snowshoeing, and Creek to Crest and Pacific Crest Trails. Ashland has become a popular destination for wedding and annual family reunion location with an international airport less than 15 minutes away in Medford, OR. Both units on this property can be rented (depending upon availability) and will accommodate up to 13 guests.

What makes this property unique

Guests love the quiet location and closeness to town and theaters. With porches and patios, there are places outside and indoors to gather -- or have quiet time to yourself.

Languages:

English

Premier Host

They consistently provide great experiences for their guests